Category: pyrazoles-derivatives

89501-90-6, name is 1-Methyl-1H-pyrazole-3-sulfonyl chloride, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 89501-90-6

To A solution of 4-[7-tert-butyl-5-(4-chloro-3-fluoro-phenyl)furo[3,2-b]pyridine-2- carbonyl]-3,3-dimethyl-piperazin-2-one (88 mg, 0.1922 mmol) in THF (1.1 mL) was cooled to -78 C and treated with LiHMDS (211 muL of 1 M, 0.211 mmol). The mixture was stirred for 20 min, then a solution of 1-methylpyrazole-3-sulfonyl chloride (41.65 mg, 0.2306 mmol) in THF (88 muL) was added dropwised. The mixture was stirred for 2h at -78C then warmed to rt and was stirred for an extra 4hr. Water was added to the solution and the aqueous phase was extracted 3 times with EtOAc. The combined organic phase was dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure and the residue was purified using reverse phase preperative HPLC affording the title compound after lyophilisation. 4-[7-tert-butyl-5-(4-chloro-3-fluoro-phenyl)furo[3,2- b]pyridine-2-carbonyl]-3,3-dimethyl-1-(2-methylpyrazol-3-yl)sulfonyl-piperazin-2-one (34 mg, 29% yield). ESI-MS m/z calc. 601.1562, found 602.01 (M+1)+; Retention time: 4.34 minutes using method A

Statistics shows that 89501-90-6 is playing an increasingly important role. we look forward to future research findings about 1-Methyl-1H-pyrazole-3-sulfonyl chloride.

15366-34-4, Adding some certain compound to certain chemical reactions, such as: 15366-34-4, name is Methyl 1H-pyrazole-3-carboxylate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 15366-34-4.

To a solution of 6-chloro-4-methyl-2-phenylbenzo[d]thiazole (24, 300mg, 1.15mmol) in tetrachloromethane (7.5mL) were added N-bromosuccinimide (246mg, 1.39mmol) and azoisobutyronitrile (19.0mg, 0.115mmol) at room temperature, and the mixture was stirred at reflux temperature for 8h. After cooling to room temperature, saturated aq. sodium thiosulfate and saturated aq. sodium bicarbonate were added to the mixture. The mixture was extracted with diethyl ether. The organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt=1:1) to give 4-(bromomethyl)-6-chloro-2-phenylbenzo[d]thiazole. Meanwhile, in a separate flask, sodium hydride (38.0mg, 0.799mmol, 60% oil suspension) was added to a solution of ethyl 5-methyl-1H-pyrazole-3-carboxylate (82.1mg, 0.530mmol) in DMF (0.9mL) at 0C. After the mixture was stirred at room temperature for 10min, 4-(bromomethyl)-6-chloro-2-phenylbenzo[d]thiazole was slowly added at 0C. After stirring at 0C for 0.5h, saturated aq. ammonium chloride was added to the mixture. The mixture was extracted with ethyl acetate. The combined organic layer was washed with water and brine, then dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt=2:1) to give the title compound 25 as a colorless solid (53.0mg, 11%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 15366-34-4.

14521-80-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 14521-80-3 name is 3-Bromo-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 1: To 3-bromopyrazole (1.0 g, 6.81 mmol) under ice bathSodium hydrogen (545 mg, 13 ¡¤ 6 mmol, 60%) was added in portions to a solution of tetrahydrofuran (15 mL).And stirring at this temperature for 0.5 hours, followed by dropwise addition of 2-(trimethylsilyl)ethoxymethyl chloride (1.36 g, 8.16 mmol).Stir at room temperature overnight. The reaction was quenched by the addition of water (10 mL).The organic phase was dried over anhydrous sodium sulfate and concentrated.The residue was flash chromatographed (petroleum ether / ethyl acetate = 1/1)Purification afforded 3-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole (1.2 g, yield: 64%) it is a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-1H-pyrazole, and friends who are interested can also refer to it.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 139756-02-8 name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 139756-02-8

To a 250 ml three-necked flask was added 6.52 g of 2-ethoxybenzaldehyde, 1-methyl-3-propyl-4-aminopyrazole-5-methyl Amide 9.6 g and isopropyl alcohol, and the mixture was stirred at room temperature for 3 hours. To the reaction system, oxygen was added to the reaction system, 8.56 g of anhydrous ferric chloride was added and heated at 60 C for 3 hours. Purified water, filtered and dried to

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, and friends who are interested can also refer to it.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 31037-02-2 as follows. 31037-02-2

To a stirred solution of step 2 intermediate (4.8 g, 28.37 mmol) in ethanol (28 mL), aqueous solution of potassium hydroxide (2.0 M, 28 mL, 42.555 mmol) was added and the reaction mixture was refluxed for overnight. The reaction mixture was cooled to RT, concentrated under reduced pressure. The residue was stirred in 1.0 N citric acid (80 mL). The solid precipitated was filtered and dried to yield 3.59 g of the titled product. lU NMR (300 MHz DMSO- 6): delta 3.51 (s, 3H), 6.13 (br s, 2H), 7.38 (s, 1H), 11.74 (s, 1H).

According to the analysis of related databases, 31037-02-2, the application of this compound in the production field has become more and more popular.

5744-59-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5744-59-2, name is 1,5-Dimethyl-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step (e) benzyl 4-(3-(3′-(3-((ls,4s)-4-(l,5-dimethyl-lH-pyrazole-3- carboxamido)cyclohexylcarbamoyl)-5-fluoropyridin-2-yloxy)biphenyl-3- yl)propyl)piperazine-l-carboxylate To a solution of benzyl 4-(3-(3′-(3-((ls,4s)-4-aminocyclohexylcarbamoyl)-5-fluoropyridin-2- yloxy)biphenyl-3-yl)propyl)piperazine-l-carboxylate (0.17 g, 0.26 mmol) and 1,5-dimethyl- lH-pyrazole-3-carboxylic acid (0.036 g, 0.26 mmol) in acetonitrile (2 mL) was added triethylamine (0.356 mL, 2.55 mmol). The initial suspension was left for 10 min to become a solution. 1.57M T3P in THF (0.171 mL, 0.27 mmol) was then added and the mixture stirred for 2 h. The solution was diluted with water and extracted with EtOAc. The organics were combined, dried (MgSO4) and concentrated in vacuo to give the sub-title compound as a white fluffy foam. Yield: 0.18g MS: [M+H]+=788 (MultiMode+)

The synthetic route of 5744-59-2 has been constantly updated, and we look forward to future research findings.

Adding some certain compound to certain chemical reactions, such as: 141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 141573-95-7. 141573-95-7

The compound of formula (III) was added to a 5% aqueous solution of sodium hydroxide, reacted at 60 C for 3 hours, and then hydrochloric acid was added to neutralize the pH to a weak acidity,(IV) 1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylic acid;The compound of formula (IV) (40 mmol) was refluxed with thionyl chloride (0.4 mol) for 4 hours and distilled under reduced pressure to give(V) 1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride;

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate.

1128-54-7, A common heterocyclic compound, 1128-54-7, name is 3-Methyl-1-phenyl-1H-pyrazole, molecular formula is C10H10N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To 100 ml round bottom flask was added 3-methyl-1-phenyl -1H- pyrazole (1.58 g, 0.010 mol), was added 50 ml of carbon tetrachloride was added N- bromosuccinimide at room temperature (2.20 g, 0.012 mol), was added a catalytic amount of azobisisobutyronitrile (of AIBN), the reaction was warmed to reflux and maintained under reflux conditions for 2 hours. After the reaction was stopped, cooled to room temperature, filtered to remove the solid in the system, the filtrate was concentrated by column chromatography (eluent: ethyl acetate: petroleum ether = 1: 100) to obtain 1.60 g of 1-phenyl-3-bromo methyl -1H- pyrazole as a white solid in 70% yield.

The synthetic route of 1128-54-7 has been constantly updated, and we look forward to future research findings.

18048-64-1, These common heterocyclic compound, 18048-64-1, name is 1-(3,4-Dimethylphenyl)-3-methyl-1H-pyrazol-5(4H)-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A pyrazole (j) prepared by the method of Scheme II is treated with a sulfonyl azide such as p-toluenesulfonyl azide in the presence of a base typically triethylamine or pyridine in a suitable solvent such as ethanol, methanol or tetrahydrofuran to afford diazopyrazole (k).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 18048-64-1.

39806-90-1, A common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of intermediate 21.2 (250 mg, 0.754 mmol) and 4-iodo-l-methyl-lH-pyrazole (204 mg, 0.981 mmol) in anhydrous Dioxane (3 mL) was added (/ra/ v)-N i.N2-dimethylcyclohexane- 1, 2-diamine (42.9 mg, 0.302 mmol), potassium phosphate (480 mg, 2.263 mmol) and Cul (28.7 mg, 0.151 mmol). The resulting mixture was stirred at 90C for 16 hours under N2 protection . After filtration and evaporation, the crude residue was purified by silica gel column chromatography (gradient eluent of 0% to 21% EtO Ac/Petroleum ether) to give intermediate 21.3, ( R,R and 5′,5′)-tert-butyl 3-hydroxy-4-(5-methyl-l-(l-methyl-lH-pyrazol-4-yl)-lH-indazol-6- yl)piperidine-l -carboxylate. MS (ESI) m/z calc?d for C22H30N5O3 [M+H]+ 412, found 412.

The synthetic route of 39806-90-1 has been constantly updated, and we look forward to future research findings.